Allow me to paint a picture: At a small dinner party hosted by Louis, the president of an advertising agency, and his wife, Lillian. The evening started with cocktails, followed by a gourmet meal and a selection of exceptional wines. The conversation flowed easily, the food was delectable, and the wine flowed generously.

Louis raised his glass for a toast, but a few drops of wine escaped and stained the tablecloth. That’s when a young woman, Bob’s date and a new art director, giggled and said, “I can tell you’re feeling no pain.”

The reaction was immediate and intense. Shockwaves rippled through the table, freezing everyone in their tracks. Our host was evidently slightly inebriated, but the woman’s comment, even if made in jest, was like shattering the crystal chandelier above the table with a dinner plate.

Thankfully, one of the guests quickly came to the rescue, lifting her glass and offering a more fitting toast: “None of us is. No one in Louis and Lillian’s company could ever feel pain. Here’s to a truly wonderful evening.” Louis gracefully resumed his toast to the wonderful company, and the awkwardness dissipated. However, Bob, the new art director, couldn’t help but feel that his date’s innocent teasing had left an indelible mark, not only on his personnel file but also on his file.

The False Comfort of Teasing

Teasing may seem harmless in lightening the mood or building camaraderie. Still, it often serves as a veil for deeper insecurities and a subconscious need to establish social dominance. At its core, teasing is a form of humor that relies on making someone else the butt of the joke, often highlighting a flaw, weakness, or characteristic that could make the other person feel self-conscious. It’s a way of engaging that might offer a cheap laugh, but it is inherently dismissive, reducing the joke’s target to a source of amusement.

Take, for example, the typical teasing quip like “How’s that cheesecake treating you?” In theory, this is just an observation about food, but it carries an unspoken message about the person’s eating habits, body image, or sense of discipline. It’s more than a simple comment about dessert; it reflects that person’s control or lack thereof. The person receiving the joke may try to laugh it off, but deep down, it stirs feelings of embarrassment or discomfort. The awkwardness from a teasing comment is not just in the immediate reaction—it lingers. These remarks settle in the back of the mind and can slowly erode the recipient’s self-esteem.

Moreover, teasing often has a layer of sarcasm or exaggeration, which compounds the discomfort. The underlying intention might be playful, but the delivery can be biting. The problem arises when we fail to see the difference between humor that connects and humor that isolates. The former builds relationships, and the latter tears them down. Teasing is rarely the former. By hiding behind humor that makes light of others’ vulnerabilities, we avoid confronting the real dynamics of relationships—trust, respect, and empathy.

The Power Dynamic at Play

Whether intentional or not, teasing often plays into existing power structures within a social or professional setting. Human interactions are rarely neutral—there’s always an invisible balance of power. Whether between a boss and employee, a host and guest, or a newcomer and an established group member, our positions relative to one another influence how we communicate and how our words are received.

In the context of the dinner party with Louis, the host’s power was clear. As the head of the advertising agency, he commanded respect and authority. He was the focal point of the evening, and the social structure was built around him. When the young woman jokingly commented about his inebriation, it wasn’t just a harmless comment—it threatened to destabilize the social balance. It implied that Louis, the powerful figure at the table, might not fully control himself. That unspoken challenge to his authority had a ripple effect. The comment didn’t just affect Louis but the entire dynamic at the table. Everyone could sense the tension.

This remark was particularly dangerous because it challenged the social hierarchy and hinted at Louis’s position’s fragility. Like CEOs or group leaders, people in power are often scrutinized for signs of weakness. Teasing a person in a position of power subtly underscores their vulnerability. It hints that they are not immune to the same flaws as everyone else, and at that moment, their authority becomes less unshakeable.

This is particularly dangerous in professional settings, where reputation is everything. The dynamics of power and influence shape our behavior and perceptions of each other. Teasing undermines this dynamic by questioning someone’s capabilities or authority. A single offhand remark can cause people to question a leader’s effectiveness or a peer’s worthiness, particularly when it strikes at something as personal as their behavior or appearance. In these situations, the social and professional fallout from teasing can have consequences far beyond the dinner table.

The Subtle Art of Respect in Conversation

To master meaningful communication, one must focus on fostering a sense of respect and mutual understanding. Conversations are an opportunity to connect, share ideas, listen, and uplift those around us. True conversational skill lies not in making someone else the subject of a joke but in finding humor that includes rather than excludes. Respectful conversation acknowledges the uniqueness and dignity of others, ensuring that no one feels diminished or marginalized.

At its best, humor in conversation is an opportunity to share joy without judgment. Instead of making someone the joke’s punchline, consider turning that humor inward or sharing a light-hearted comment that everyone can enjoy. Think about compliments that acknowledge the positive traits of those around you rather than focusing on perceived flaws. For example, instead of commenting on someone’s eating habits, a more respectful approach would be to say, “You always know how to make dinner fun!” This highlights a positive trait and contributes to the overall warmth of the conversation.

Respect in conversation goes beyond humor. It’s about ensuring everyone feels heard and valued, regardless of status or position. This means avoiding comments that make people feel inferior or singled out for something they cannot control. It’s about creating an atmosphere where people can freely express themselves without fear of ridicule or dismissal. In these types of interactions, everyone feels like an equal participant rather than someone simply tolerating jokes at their expense.

When you approach conversation respectfully, you also learn to listen more carefully, respond more thoughtfully, and contribute more meaningfully. It shifts the focus from competing for attention to working together to create a positive environment. Rather than engaging in humor that sharpens social divides, you foster a space where humor connects, conversation flows naturally, and everyone feels like they belong.

The Lasting Impact of Teasing

A dead giveaway of a little cat is their proclivity to tease. At someone else’s expense, an innocent joke may get you a cheap laugh. Nevertheless, the big cats will have the last one. Because you’ll bang your head against the glass ceiling, they were constructed to keep little cats from stepping on their paws.

Never, ever make a joke at anyone else’s expense. You’ll wind up paying for it dearly.

Technique #33 – Trash the Teasing

What often goes unnoticed during a joke is the long-lasting effect it can have on someone’s sense of self. Teasing may appear to be a fleeting interaction, but it lingers in the minds of targeted people, slowly eroding their confidence and reshaping how they interact with others. The comment at the dinner party was not just a passing remark; it left a lasting impression on Bob, who understood that his date’s joke could potentially damage his reputation. These moments are magnified in a professional or social context, and the repercussions can be far-reaching.

Teasing chips away at a person’s self-worth, especially when feeling vulnerable or unsure of themselves. It is subtle in its ability to make the recipient feel less than. The discomfort might not be visible immediately, but over time, these remarks can lead to self-doubt and social anxiety. The teased person might start second-guessing their actions and words, wondering if others are judging them similarly. If left unchecked, these feelings can lead to a downward spiral in both personal and professional contexts.

In Bob’s case, the comment about Louis’s inebriation was more than just an awkward moment—it was a reminder of how precarious his position was in the social order of the evening. The lingering effects of the joke left him wondering if others had seen his date’s remark as inappropriate or unprofessional. As a result, Bob would likely spend the rest of the evening navigating that social discomfort, trying to smooth things over and restore the status quo.

The emotional impact of teasing is not just about the immediate discomfort but also its long-term effect on relationships. People who have been teased, especially in public, may feel like they need to defend themselves or prove their worth to others constantly. Over time, this can create walls between people and hinder meaningful connections. Teasing, in the end, isolates rather than connects.

The Importance of Cultivating Emotional Intelligence

Emotional intelligence is recognizing, understanding, and managing one’s and others’ emotions. It is a critical component of effective communication and meaningful relationships. Cultivating emotional intelligence allows one to navigate social dynamics gracefully, ensuring that one’s words and actions foster connection rather than division.

Emotional intelligence is particularly important in understanding how humor lands with others. What might seem like a harmless joke to one person can be deeply hurtful to someone else? Someone with high emotional intelligence can gauge the mood of a room and adjust their language and behavior accordingly. They understand that humor is a powerful tool but must be wielded with care.

By tuning into the emotions of those around you, you become more attuned to what’s appropriate in each situation. When you can read the room, you can avoid making jokes that may unintentionally hurt someone or make them feel out of place. Emotional intelligence is also about understanding when humor is appropriate and when it might be better to remain serious. It’s about striking the right balance between lightness and respect.

People with low emotional intelligence may not understand the subtle cues in a conversation. They may not notice when a comment has made someone uncomfortable, or worse, they may not care. This lack of awareness leads to more frequent communication missteps. When you understand the emotions of others, you are less likely to fall into the trap of teasing, as you can see how a comment might affect someone.

Developing emotional intelligence is key to creating a positive, inclusive environment where people feel safe to express themselves. It allows you to steer conversations in directions that bring people together rather than create tension or division.

Conclusion: Respect Over Ridicule

Choosing respect over ridicule is not just about avoiding harmful behavior—it’s about communicating intentionally. Respectful communication requires empathy, mindfulness, and building others up. Teasing, by contrast, operates from a place of insecurity. It often tries to deflect attention from oneself by putting someone else down.

When you respect others, you acknowledge their value, uniqueness, and dignity. Every conversation becomes an opportunity to celebrate those qualities. By choosing respect over ridicule, you shift the focus of your interactions from self-centeredness to a more inclusive approach. You understand that humor can be a bridge between people, but it must always be founded on mutual respect and care.

Ultimately, every conversation is a choice: Will you engage with others in a way that makes them feel valued, or will you undermine their confidence for a laugh? Conversations that build lasting, meaningful relationships prioritize respect over ridicule. When you choose respect, you elevate those around you, creating a space where everyone feels heard, seen, and appreciated. This is the foundation of true communication and connection.

This article is part of the How to Talk to Anyone Series based on Leil Lowndes’ book.